(8-((tert-butyldimethylsilyl)oxy)-7-methoxy-2,2-dimethyl-3,4-dihydrobenzopyran-6-yl)(2,4-dihydroxyphenyl)methanone | 1435267-08-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (8-((tert-butyldimethylsilyl)oxy)-7-methoxy-2,2-dimethyl-3,4-dihydrobenzopyran-6-yl)(2,4-dihydroxyphenyl)methanone
• CAS: 1435267-08-5
• 化学式: C₂₅H₃₄O₆Si
• 分子量: 458.627
• InChiKey: ZFZBWBOKUVUMRM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.83
• 重原子数：
  32.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  85.22
• 氢给体数：
  2.0
• 氢受体数：
  6.0

反应信息

• 作为产物：
  描述：

  (2,4-bis(benzyloxy)phenyl)(8-((tert-butyldimethylsilyl)oxy)-7-methoxy-2,2-dimethyl-3,4-dihydrobenzopyran-6-yl)methanone 在 三乙基硅烷 、 palladium 10% on activated carbon 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 0.25h， 生成 (8-((tert-butyldimethylsilyl)oxy)-7-methoxy-2,2-dimethyl-3,4-dihydrobenzopyran-6-yl)(2-hydroxyphenyl)methanone 、 (8-((tert-butyldimethylsilyl)oxy)-7-methoxy-2,2-dimethyl-3,4-dihydrobenzopyran-6-yl)(2,4-dihydroxyphenyl)methanone
  参考文献：
  名称：

  Multidimensional optimization of promising antitumor xanthone derivatives

  摘要：

  A promising antitumor xanthone derivative was optimized following a multidimensional approach that involved the synthesis of 17 analogues, the study of their lipophilicity and solubility, and the evaluation of their growth inhibitory activity on four human tumor cell lines. A new synthetic route for the hit xanthone derivative was also developed and applied for the synthesis of its analogues. Among the used cell lines, the HL-60 showed to be in general more sensitive to the compounds tested, with the most potent compound having a GI(50) of 5.1 mu M, lower than the hit compound. Lipophilicity was evaluated by the partition coefficient (K-p) of a solute between buffer and two membrane models, namely liposomes and micelles. The compounds showed a log K-p between 3 and 5 and the two membrane models showed a good correlation (r(2) = 0.916) between each other. Studies concerning relationship between solubility and structure were developed for the hit compound and 5 of its analogues. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.03.079